DE488891C - Process for the preparation of N-substituted arsenobenzimidazolones - Google Patents
Process for the preparation of N-substituted arsenobenzimidazolonesInfo
- Publication number
- DE488891C DE488891C DEI29664D DEI0029664D DE488891C DE 488891 C DE488891 C DE 488891C DE I29664 D DEI29664 D DE I29664D DE I0029664 D DEI0029664 D DE I0029664D DE 488891 C DE488891 C DE 488891C
- Authority
- DE
- Germany
- Prior art keywords
- preparation
- substituted
- arsenobenzimidazolones
- water
- acids
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 238000002360 preparation method Methods 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 4
- 239000002253 acid Substances 0.000 claims description 4
- 150000007513 acids Chemical class 0.000 claims description 2
- 239000003638 chemical reducing agent Substances 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 150000001495 arsenic compounds Chemical class 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 229940093920 gynecological arsenic compound Drugs 0.000 description 2
- AWYSLGMLVOSVIS-UHFFFAOYSA-N phenyl(phenylarsanylidene)arsane Chemical compound C1=CC=CC=C1[As]=[As]C1=CC=CC=C1 AWYSLGMLVOSVIS-UHFFFAOYSA-N 0.000 description 2
- 244000248349 Citrus limon Species 0.000 description 1
- 235000005979 Citrus limon Nutrition 0.000 description 1
- VJWWIRSVNSXUAC-UHFFFAOYSA-N arsinic acid Chemical class O[AsH2]=O VJWWIRSVNSXUAC-UHFFFAOYSA-N 0.000 description 1
- GRWZHXKQBITJKP-UHFFFAOYSA-L dithionite(2-) Chemical compound [O-]S(=O)S([O-])=O GRWZHXKQBITJKP-UHFFFAOYSA-L 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/66—Arsenic compounds
- C07F9/70—Organo-arsenic compounds
- C07F9/80—Heterocyclic compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
Verfahren zur Darstellung von N-substituierten Arsenobenzimidazolonen Im Patent 446 545 ist die Darstellung von N: substituiertenBenzimidazolonarsinsäurenbeschrieben. Es wurde - nun gefunden, daß die aus diesen Arsinsäuren in der üblichen Weise durch Reduktion erhältlichen Arsenoverbindungen bei peroraler Verabreichung die seither bekannten, ebenso verabreichten Arsenoverbindungen in ihrer Wirkung weit übertreffen. Außerdem zeigen diese neuen Präparate gegenüber dem bekanntesten Arsenobenzol, dem 3 # 3'-Diamino-4 # 4'-dioxy= arsenobenzol, eine erheblich größere Haltbarkeit, was neben der therapeutischen Wirksamkeit eine für die Praxis wertvolle Eigenschaft darstellt. Beispiel 36o g I-Methylbenzimidazolon-5-arsins.äure, erhalten nach dem Verfahren des Patents 446545, werden in 3,941 Wasser und I70 ccm Natronlauge (4o° B6) gelöst. Die Lösung gibt man zu z,ozo kg Hydrosulfit in 9 1 Wasser und erwärmt unter Rühren etwa a Stunden auf 65 bis 70°. Von der abgeschiedenen zitronengelben. Arsenoverbindung wird abgesaugt, mit Wasser gewaschen und das Präparat im Vakuum getrocknet.Process for the preparation of N-substituted arsenobenzimidazolones Patent 446,545 describes the preparation of N: substituted benzimidazolonarsinic acids. It has now been found that from these arsinic acids in the usual way Reduction of available arsenic compounds with oral administration since then well-known, also administered arsenic compounds far surpass in their effect. In addition, these new preparations show against the most famous arsenobenzene, the 3 # 3'-Diamino-4 # 4'-dioxy = arsenobenzene, which has a considerably longer shelf life in addition to its therapeutic effectiveness, it is a valuable property in practice represents. Example 370 g of I-methylbenzimidazolone-5-arsinic acid, obtained after Process of the patent 446545, are in 3,941 water and 170 ccm sodium hydroxide solution (4o ° B6) solved. The solution is added to z, ozo kg of hydrosulfite in 9 l of water and heated with stirring to 65 to 70 ° for about a hour. From the separated lemon yellow. Arsenic compound is suctioned off, washed with water and the preparation in a vacuum dried.
In analoger Weise erhält man durch Reduktion von 385 g i-Propylbenzimidazolon-5-arsinsäure oder 38z g i-Allyibenzimidazolon-5-arsinsäure (Patent 446 545) unter genau denselben Bedingungen das Arsenobenzpropylimidazolon bzw. das Arsenobenzallylimidazolon.In an analogous manner, 385 g of i-propylbenzimidazolone-5-arsic acid are obtained by reducing or 38z g of i-allyibenzimidazolone-5-arsic acid (Patent 446,545) among the exact same Conditions the arsenobenzpropylimidazolon or the arsenobenzallylimidazolon.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEI29664D DE488891C (en) | 1926-12-03 | 1926-12-03 | Process for the preparation of N-substituted arsenobenzimidazolones |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEI29664D DE488891C (en) | 1926-12-03 | 1926-12-03 | Process for the preparation of N-substituted arsenobenzimidazolones |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE488891C true DE488891C (en) | 1930-01-10 |
Family
ID=7187381
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEI29664D Expired DE488891C (en) | 1926-12-03 | 1926-12-03 | Process for the preparation of N-substituted arsenobenzimidazolones |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE488891C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8580004B1 (en) | 2011-01-21 | 2013-11-12 | iFil USA, LLC | Unitary filter cartridge with flow transition mouth |
-
1926
- 1926-12-03 DE DEI29664D patent/DE488891C/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8580004B1 (en) | 2011-01-21 | 2013-11-12 | iFil USA, LLC | Unitary filter cartridge with flow transition mouth |
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